4.7 Article

Furanaspermeroterpenes A and B, two unusual meroterpenoids with a unique 6/6/6/5/5 pentacyclic skeleton from the Marine-derived fungus Aspergillus terreus GZU-31-1

Journal

BIOORGANIC CHEMISTRY
Volume 114, Issue -, Pages -

Publisher

ACADEMIC PRESS INC ELSEVIER SCIENCE
DOI: 10.1016/j.bioorg.2021.105111

Keywords

Furanaspermeroterpene; Anti-inflammatory activity

Funding

  1. open foundation of Key Laboratory of Tropical Me-dicinal Resource Chemistry of Ministry of Education [RDZH2020005]
  2. foundation for young innovative talents in higher education of Guangdong Province [2019KQNCX025]
  3. special project for marine economic development (six major marine industries) of Guangdong Province department of natural resources of Guangdong Province [[2020] 039]
  4. system resource of Tianhe-2 of national supercomputer centre in Guangzhou

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Furanaspermeroterpenes A and B, along with five new congeners, were isolated from the marine-derived fungus Aspergillus terreus GZU-31-1. Compound 3, with a unique pentacyclic structure, exhibited significant anti-inflammatory activity in bioassays.
Furanaspermeroterpenes A (1) and B (2), with a unique 6/6/6/5/5 pentacyclic skeleton, and five new congeners aspermeroterpenes D-H (3-7) were co-isolated from the marine-derived fungus Aspergillus terreus GZU-31-1. Among them, compounds 1 and 2 with rare five-membered D/E coupling rings were the first example of DMOA-derived meroterpenoids. Moreover, compound 3 was the first reported 6/6/6/6/5 pentacyclic meroterpenoid featuring an unusual cis-fused A/B ring. In the bioassays, all of the isolates were evaluated on the inhibitory activities against lipopolysaccharide-induced nitric oxide production in RAW 264.7 cells, and compounds 3-7 exhibited significant anti-inflammatory activity with IC50 values ranging from 6.74 to 29.59 mu M than positive control (Indomethacin, IC50 30.98 mu M).

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